Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
1,4-Dibromobenzene → 5-Hydroxy-2-(4-bromophenyl)-pyridine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 1,4-Dibromobenzene | HCID 7804 | — |
| 반응물 | Sodium Bicarbonate | HCID 516892 | — |
| 반응물 | Magnesium | HCID 5462224 | — |
| 반응물 | 5-Trimethylsilyloxy-2-chloropyridine | HCID 19017088 | — |
| 촉매 | Diphenylphosphane;diphenyl(propan-2-yl)phosphane;nickel;chloride | HCID 21654969 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 5-Hydroxy-2-(4-bromophenyl)-pyridine | HCID 19017168 | 67.2% |
반응 단계
A Grignard reagent solution prepared from 0.8 g of magnesium, 8.0 g of 1,4-dibromobenzene and 50 ml of tetrahydrofuran was added dropwise at 0°-5° C. within 30 minutes to a mixture of 6.6 g of 5-trimethylsilyloxy-2-chloropyridine, 75 ml of tetrahydrofuran and 0.4 g of 1,3-bis(diphenylphosphino)-propanenickel(II) chloride. The reaction mixture was stirred for 3 hours, left to stand overnight, then adjusted to pH 8 with aqueous sodium hydrogen carbonate solution and diluted with diethyl ether. The organic phase was washed neutral with water, dried over sodium sulfate and concentrated. Chromatographic purification of the residue on silica gel with hexane/ethyl acetate (vol. 4:1) yielded 5.5 g of 5-hydroxy-2-(4-bromophenyl)-pyridine.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US05326497 |
| 출처 데이터셋 | uspto-grants-1994_07 |
| ORD ID | ord-7bf43c9387e74ea98eb45762e01f3f7d |
| 출처 메모 | uspto-grants-1994_07 |